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Beach Rentals and Condos in Kailua, HI

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    Travelers to Kailua are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 26
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    5 of 5 stars (5) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Completely Renovated Cottage in Kailua in very close walking distance to the beach. High Speed Internet with WiFi Access, HD-TV, Oven, Microwave, Toaster, Coffee Maker, Refrigerator, Washer, Dryer, Bathtub. Eastern King Size Bed and additional sleeper couch for another Queen-Size Bed. Our Cottage... View all property information
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    Kailua, Oahu 96734
    1 / 29
    4 of 5 stars (1) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Kailua Beach House is a casual, two-story 6 bedroom, 4.5 bath beachfront home with 5,000 square feet of living space. The 1/2 acre privacy-fenced property features a large, free-form swimming pool which has a poolside cabana with a shower and a built-in BBQ. The property decor features light... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed April 8, 2013
    Wonderful location right on the beach and perfect home to celebrate my birthday with all 16 members of my family. Decor was a little dated but adequate. Loved being on the beach...
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    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    Cool and breezy, second-story vacation rental in a quiet area with private entrance and off-street parking on the beautiful Windward side of Oahu. Only a two-minute walk (300 yards) to the white sand of world famous Kailua Beach. 1000 square feet of living space includes a large master... View all property information
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    Kailua, Oahu 96734
    1 / 30
    4.5 of 5 stars (8) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Aloha and welcome to your beach house. This charming home has everything you need for your dream vacation. Bring your family and friends to unwind Island-style. Come on in and make yourself comfortable. As soon as you walk through the door the stress of everyday life will melt away. Most of the... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed August 19, 2015
    Our stay was enhanced by the fact that the owners were available if and when there was any problem. I wondered what I would do if there were an emergency, car problems or medical...
    5 of 5 stars Reviewed August 11, 2015
    We have dreamed of going to Hawaii all of our lives and finally had the opportunity to go for our dream trip. I have to say that all of our expectations of Hawaii were filled...
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    1 / 25
    3.5 of 5 stars (2) Average
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Hot Tub
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    About this property
    Description This European tropical retreat home is located in one of the most convenient areas of Kailua, easy access to Waikiki, Honolulu, the airport and both Waimanalo and Kailua beaches. Executive house is fully furnished and has everything you will need. Beautiful mountain views as soon as you... View all property information
    Location Information
    Kailua, Oahu 96734
    3 of 5 stars Reviewed November 1, 2015
    The host is very nice and always reachable if needed. He is local. While the bedrooms are spacious.and the home is centrally located to around the Islands in any direction, North...
    4 of 5 stars Reviewed January 7, 2015
    I stayed at the Kailua Retreat over Christmas and New Year's 2014/2015. I was there with family - there were 6 adults and two children. The property was beautiful. It was clean...
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    1 / 13
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    This cute quaint cottage is perfect for a vacation! It feels of beach house when you walk into it. With in walking distance to many beach access points along Lanikai beach. Luxury views and surroundings at your fingertips. This very new rental has been renovated and re-decorated for a clean,... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 9, 2015
    I enjoyed our stay in Lanikai, the cottage was perfect. The fully stocked kitchen made making tea to cooking a breeze. It was so easy to get to the beach and easy to find hikes...
    5 of 5 stars Reviewed April 9, 2015
    Lanikai cottage is less than 1 block from Lanikai beach, with a fantastically equipped kitchen- toaster, blender, mixer etc . There are ceiling fans in every room. Views are of...
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    1 / 16
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
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    • Sauna
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    About this property
    Step back in time and experience a peaceful, private Hawaiian lifestyle at this one of a kind beach house located on a million dollar beach front lot. This home has over 3,100 spacious square feet of living space. The 6 bedrooms surround the large courtyard with a private pool, creating a very... View all property information
    Location Information
    Kailua, Oahu 96734
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    1 / 21
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
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    About this property
    Kailua is first and foremost a beach community. Kailua Beach Park has been named “America's Best Beach”, 'Most Beautiful; Sunrise in the World'; and the world's pre-eminent windsurfing and kitesurfing destinations. Hale Luana, meaning a house to be at leisure and enjoy pleasant surroundings is... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 21, 2015
    We really enjoyed our stay at the House of Serenity! Very close to beaches (not 1, but 3!) and all the amenities available for your use. Cheryl prepared fresh flowers and ice...
    5 of 5 stars Reviewed July 14, 2015
    Stayed at 2blocksfromthebeach over July 4th. I loved everything about the rental from the location, the accommodations, the nightly shaved ice, the adorable ice cubes Cheryl left...
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    1 / 24
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    $575
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    About this property
    This beautiful executive home in the wonderful Lanikai community was newly built in 2014. It boasts 3 bedrooms en suite that are generous in size and more than ample in comfort. Guests will find that the spacious living area is open and flows nicely for family gatherings. The kitchen with custom... View all property information
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    Kailua, Oahu 96734
    1 / 28
    7 Bedrooms, 9 Bathrooms, Sleeps 14 | Quick View
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    $7,500
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    About this property
    Description Flush with success in New York in the 1970s, hairdresser Paul Mitchell came to Hawai'i in search of peace and renewal. He was born in a tiny village in Scotland, worked for a time in London, and made his way to New York at the height of Beatlemania in the mid-1960s. New York applauded... View all property information
    Location Information
    Kailua, Oahu 96734
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    $154
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    About this property
    Hawaii Sheffield House is in Kailua Town. is located only 10 houses to Kailua Beach. The address is 131 Kuulei Road. The closest beach access is Ka'apuni Loop.Sheffield House provides a home away from home for your Kailua Hawaii vacation. The Garden Suite is a ground floor unit. The Garden Suite... View all property information
    Location Information
    Kailua, Oahu 96734
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    $115
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    About this property
    Lets be honest... one of the main reasons you're visiting Hawaii is for the beautiful weather year round and the jaw dropping beaches. Our vacation rentals are all within walking distance to one of the worlds most beautiful beaches, Kailua beach. Two of our properties (our Awakea & Ali'i... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 21
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    • x
    • x
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    • x
    • ?
    About this property
    This charming 2 bedroom Kailua Ohana is located just 1 house back from the beach, so just steps the sand (approx. 90). A perfect retreat for your family, this guest house has A/C as well as ceiling fans throughout and comfortably sleeps 4 guests. The first bedroom is furnished with a Queen Bed. The... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed March 29, 2010
    Ive been to Hawaii many times before and stayed at various villas and I have to say Serenity Cottage was perfect for the surprise holiday I planned for my wife ( and would also be...
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    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    $215
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    • Grill
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    • Mountain Views
    • Outdoor Dining Area
    • Private Yard
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • x
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    • Smoking allowed
    • Elder access
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    About this property
    Stay like locals! Hotel in Waikiki doesn't excite you? Quiet and beautiful Kailua is the best option for you and your family! We offer a beautiful Hawaiian-theme guesthouse with spacious, 15 ft high-ceiling 2 bedroom, 1 bath with full kitchen where 4-5 people can sleep. One of the rooms have a... View all property information
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    Kailua, Oahu 96734
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $525
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    About this property
    Description Tropical Beauty! This charming, 3-bedroom 2-bath, exquisitely decorated home, is literally just a 2-minute walk to beautiful Kailua Beach, the most beautiful beach on the island. Located on a private, quiet beach lane, nothing could be more relaxing than lounging on a beach chair, or... View all property information
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    Kailua, Oahu 96734
    1 / 33
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    $4,500
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    • Wi-Fi
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    • Pet-friendly
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    • Child-friendly
    • x
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    About this property
    Description The Paradise Point Estate is a rare jewel that comes fully appointed with Plantation style finishes and furnishings from around the world. Step from a secure entry and motor court into beachfront luxury that whispers old Hawaii, yet offers all of the latest amenities and technologies of... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 9 | Quick View
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    $310
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    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
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    About this property
    After a day of sightseeing or hanging out at the beach, my home welcomes you back with Hawaiian hospitality. Before the evening activities, you might want to take a short nap out back in the hammock, catch up on the latest news on the 47' TV or with the free WiFi, or grill some fresh Hawaiian... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed October 9, 2014
    Thank you for this wonderful stay, in my language I say, U Siyam, utmost respect of thank you! It was a comfortable little cottage that suit my entire family of 9, WOW! Incredible!
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    1 / 15
    5 of 5 stars (3) Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    $4,900
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    • Grill
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    • Mountain Views
    • Satellite TV
    • Porch
    • Waterfront
    • Internet Access
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
    • x
    About this property
    Location: Kailua, East Oahu, Oahu, Hawaii, USA (Kailua Beach -20 min from Honolulu - 25 min from the Airport) View Map Accommodations: House, 6 Bedrooms + Other (See Description), 3 Baths (Sleeps 11-12) Keywords: Private Home Enjoy your vacation in our island paradise -a spacious, clean and... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 2 weeks ago
    Great house right on the beach. Sunrises every morning. Open floor plan and very spacious and very quiet in the two bedroom areas in the house. I would not have more than 6 as...
    5 of 5 stars Reviewed September 12, 2014
    We could not have been happier with this house. It was absolutely perfect for what we wanted, which was time together, easy beach access, fun for all. The house is beach casual...
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    1 / 20
    4.5 of 5 stars (21) Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    $145
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    • Wi-Fi
    • Balcony
    • Air Conditioning
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    • Washer
    • Grill
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    From 1 to 5 bedrooms, private, air conditioned vacation rental units on world class Kailua Beach. Just 20 minutes away from Honolulu airport and Waikiki hotels. These surrounded by tropical gardens luxurious villas offer 2 studios, 3 bedrooms condo or a 5 bedrooms house. If you are planning... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed December 10, 2015
    Lanikai Estate is an excellent property and is just as nice in person as it is in the photo description.
    4 of 5 stars Reviewed September 24, 2015
    The home was beautiful and was more than enough to accommodate our group. I only have one negative comment and that would be the driveway. We rented a minivan to accommodate all...
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    1 / 30
    5 of 5 stars (6) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    $165
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    • Internet Access
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    • Mountain Views
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
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    About this property
    Footsteps to Hawaii's best beach and a short walk to town, shopping, restaurants, farmers markets and community center for tennis, pool and gym. Ideally located for many ocean sports, hiking and cycling to just about anywhere in this pedestrian and bike friendly beach town. The cottage is fully... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed November 5, 2015
    We really loved staying at Nancy's Kailua Cottage. Nancy and Rick are very gracious hosts, and they are very concerned with the satisfaction of their guests. Cleanliness was 10...
    5 of 5 stars Reviewed October 22, 2015
    This was exactly what we wanted: a comfortable place with enough room to move around for a week, a full kitchen (it really does have everything you need if you don't want to eat...
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    1 / 20
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    $739
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    • Child-friendly
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    • Elder access
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    About this property
    Description This Hawaiian style home is a perfect peaceful getaway for you and your extended family. It's just steps from one of the most beautiful tourist-free beaches on the island of Oahu. Listen to the waves crashing as you relax on the lanai, or barbeque for your group in true outdoor Hawaiian... View all property information
    Location Information
    Kailua, Oahu 96734
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Cozy 'Ginger suite' studio in private home. Private entrance and bathroom. Three blocks from the beach. 1 block from the 57 bus stop. 3 blocks to shopping, restaurants and market. Air-conditioning and ceiling fan. Small covered patio. Little kitchenette for light meal prep. Small Refridg,... View all property information
    Location Information
    Kailua, Oahu 96734
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Mountain Views
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    • Child-friendly
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    About this property
    Located in a lovely beachside town, Kailua By The Sea is a second floor detached studio with a private entrance and lanai (balcony). The room is designed for relaxing and getting into an aloha state of mind. Am easy five-minute stroll around the corner (200 yards) takes you to our secluded beach... View all property information
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    Kailua, Oahu 96734
    1 / 12
    5 of 5 stars (5) Excellent
    Studio, 1 Bathroom, Sleeps 5 | Quick View
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    • Mountain Views
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Spacious Studio with Private Entrance & Bathroom This beautiful studio is located in a quiet neighborhood close to world famous Kailua Beach. Property is on the water with a large swimming pool. The area is surrounded by lush tropical Gardens that offer many private seating areas for morning... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed December 28, 2015
    We just returned from 10 fabulous days at Jacqui's beautiful island home ... we virtually had the entire place to ourselves for the whole time - spacious suite with tons of shady...
    5 of 5 stars Reviewed November 1, 2015
    Lots of water sport opportunities... kayaking and fishing from the house, not forgetting the lovely pool, and close to excellent beaches for swimming, snorkelling and...
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    1 / 10
    5 of 5 stars (16) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $300
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    • Balcony
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
    • x
    • x
    About this property
    Blossoms, palms and tiki's welcome you as you enter the 1/4 acre property tucked away beach side on a private lane. This spacious home is surrounded by exotic tropical gardens, and is just steps to Kailua's beautiful beach, 75 yards via private right of way. We offer a two bedroom rental unit... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed October 20, 2014
    This is a well appointed, spacious apartment, very close to the beach. Plenty of space for four adults and one small child. Only real negative, is, apart from a small balcony...
    5 of 5 stars Reviewed March 27, 2014
    Every detail was thought of that you might need! Lots of amenities included. Loved the owners decorations very very nice quality and tropical themed. Very homey and family...
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    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    Holiday Palms is a newly remodeled, 600 sq ft, one bedroom private cottage, steps from beautiful Kailua Beach. Tucked away amid tropical palm trees, with your own shady patio and private gated entrance. A very quiet and private location with your own dedicated off street parking area for 2 or more... View all property information
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    Kailua, Oahu 96734
    1 / 10
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    $95
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
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    • Elder access
    • x
    About this property
    Enjoy the peace and quiet in this quaint, private cottage. The property offers a queen-size bed, kitchenette, lovely tropical yard and covered lanai with outdoor seating to relax in after a day at the beach. Wash the sand off in the private outside shower. Located only 1-1/2 blocks to famous Kailua... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed January 6, 2015
    Happy we stayed here - Janet was friendly and easy to reach before and during our visit. Wonderful place for our staycation! Quiet neighborhood, comfy bed, clean accommodations...
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    1 / 18
    5 of 5 stars (10) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
    • Porch
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Come and play at the Beach We are located in a prime residential neighborhood 2 blocks from Kailua Beach Park Entrance as well as downtown. And for those of you traveling without a car, a major bus line is just around the corner. Here you will be surrounded by lush landscaping and find... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed 2 weeks ago
    Comfortable and clean and owners who are nearby and ready to help if necessary (it wasn't). Minimalist kitchen was well stocked and you could cook if necessary. Clean shower and...
    5 of 5 stars Reviewed November 10, 2015
    Suite Aloha was perfect for our needs . . . close to Kailua Beach and all of Kailua Town. Very cute cottage that was clean and well appointed, with a tropical feeling both inside...
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    1 / 23
    4 Bedrooms, 5 Bathrooms, Sleeps 13 | Quick View
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    $21,700
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    • Pet-friendly
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    • Child-friendly
    • x
    • ?
    • ?
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    • Elder access
    • x
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    About this property
    LANIKAI BEACH HOUSE Stunning, rare, sandy Lanikai beachfront location! Two car parking, spacious, beautiful manicured yard with outdoor dining table and chaise lounges await you with a magnificent view of the Mokulua Islands. This home with new interior design catches wonderful, strong tradewinds... View all property information
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    Kailua, Oahu 96734
    1 / 24
    5 of 5 stars (5) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Internet Access
    • Terrace
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • ?
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    About this property
    LOCATION, LUXURY, PRIVACY, & SECURITY. KAILUA DREAMS-PALI is the PERFECT Blend of Town and Beach Living................... Guests will appreciate the location, luxury, privacy, and security our unit offers. We are conveniently located in a quiet neighborhood halfway between the world famous... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed October 25, 2015
    Best location - walk to beach, walk to town (many, many restaurants to choose from). Apartment is very clean, modern, and comfortable, pictures are true to experience. Location is...
    5 of 5 stars Reviewed April 12, 2015
    I know people do not want to overstate their claims about their rental property. These accommodations were over the top!. We had friends who lived in the same side of the...
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    1 / 19
    4.5 of 5 stars (3) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    $650
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    • Internet Access
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    • DVD Player
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    • Mountain Views
    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • ?
    About this property
    Aloha from the island of Oahu, and welcome to paradise! Ko'olau Vista Villa is a large, private, two-story family home with, four-bedrooms plus bonus room ( 5th bedroom), four-bath property located in beautiful Kailua, Hawaii. Known for its small town charm and friendliness, Kailua also offers... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed January 10, 2014
    Lots & lots of room. Family of 7 - 2 kids (8&10), 2 couples & single. So there was plenty of space that we could stay out of each others hair and off each others nerves. We...
    5 of 5 stars Reviewed December 19, 2013
    Our family of four, my friends family of 5 and my Mom and step father stayed here for 10days. I would recommend it. the beds were comfortable, as was the house. There was no air...
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    1 / 21
    5 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    $2,906
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    • Child-friendly
    • ?
    • ?
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    • Elder access
    • ?
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    About this property
    This gorgeous oceanfront property has 10,500 sq ft, double gate with semi-circular driveway, a beautiful re-landscaped garden with a new extensive, travertine tiled, lanai. The house has 4 bedrooms, a massage room which can also be a guest room for 1, and a gym. The 4 bathrooms have been completely... View all property information
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    Kailua, Oahu 96734
    1 / 15
    1 of 5 stars (1) Terrible
    5 Bedrooms, 3 Bathrooms, Sleeps 13 | Quick View
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    $450
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    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A very nice updated 5 bedroom home that is located on a side street with no traffic. The beach entrance is a private street entrance 2 blocks away so you can walk to the beach but not have a large crowd of people on the beach. It is a very safe all white sand beach that is great for family's and... View all property information
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    Kailua, Oahu 96734
    1 / 18
    5 of 5 stars (30) Excellent
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    $147
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    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Blossoms and palms welcome you as you enter the property. You are surrounded by shading trees and tropical flora. Just steps away is beautiful Lanikai Beach approximately 30 yards, just across the street. Lanikai is a quaint beachside community in Kailua on the island of Oahu.Our private,... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed yesterday
    We had a great stay at Lanikai Studios! We got one of the studios on the ground floor. Nice room, comfortable big bed and a nice clean bathroom. There are no beach facilities at...
    5 of 5 stars Reviewed October 6, 2015
    Very nice studio apt. right across from one of the most beautiful beaches in the world. Very clean and comfortable. 3 of us stayed there with no problem. Managers were friendly...
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    1 / 14
    4.5 of 5 stars (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    other travelers have booked this property
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    $330
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    • DVD Player
    • Mountain Views
    • Satellite TV
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    • Washer
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    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Makana's Place is a three bedroom, two bath home in quaint Kailua Town. This Non-Smoking home is very spacious over 1600 square feet living quarters, which is equivalent to a 4-5 bedroom home. Beautifully decorated with well quality furniture (Koa). Makana's Place features a full kitchen plus... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed 1 week ago
    My family stayed this place for a week. Pros: (1) This house was located near the Kailua beach. It takes about 5 minutes by car. It was so convenient to enjoy the most...
    5 of 5 stars Reviewed November 18, 2015
    We stayed here for our first visit to Oahu and enjoyed everything about the apartment. If we ever visit Hawaii again we wouldn't hesitate to rent this apartment again.
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    1 / 45
    5 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    $5,000
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    • x
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    • ?
    • ?
    About this property
    The Envy of All ParadisesIn the middle of the great Pacific, on the world's most isolated chain of island, lies a small coastal community that is blessed with heaven-like beauty. LANIKAI, the 'heavenly sea'. The envy of all paradises. It's crystal clear waters, white sand beaches and lapping shores... View all property information
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    Kailua, Oahu 96734
    1 / 76
    4.5 of 5 stars (7) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    From
    $220
    / Night
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    • Waterfront
    • Ocean Views
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    About this property
    This is the best oceanfront vacation rental in Kailua. Period... We are a legal licensed vacation rental. The city has cited and evicted tenants from illegal Kailua vacation rentals. Our non conforming use certificate number is 4-4-039:012 90/BB -0060. Absolutely Oceanfront -These are Kailua... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed August 24, 2015
    We thoroughly enjoyed our stay since we wanted to relax and get away from the congested areas on island. We also wanted an ocean front view, AC, a kitchen, and a very good sized...
    5 of 5 stars Reviewed May 26, 2015
    It was absolutely wonderful to spend the big 50 in Kailua on the ocean. The pool was a dream and the beach was surreal. I spent my birthday with a bbq dinner next to a beautifully...
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $550
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    • Internet Access
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    • Washer
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    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our Hawaiian-style 3 bedroom 3 bath vacation home is just steps from the sand of beautiful Kailua Beach on the island of Oahu. Hear the sounds of the surf at night and the trade winds through the coconut trees. Relax. Walk on the beach. Swim. Lay in the sun. Enjoy life Hawaiian-style. Our home is... View all property information
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    Kailua, Oahu 96734
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    $765
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    • Private Outdoor...
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    • Pet-friendly
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    • x
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    • x
    • ?
    About this property
    Kaimalino Kai is a two story, 3 bedroom, 3 bathroom oceanfront gem perched elegantly against the backdrop of Kailua Bay. Hear the sound of the waves crashing against the rocky shoreline while magical ocean views complement elegant indoor and lush outdoor spaces. Live each moment of your relaxing... View all property information
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    Kailua, Oahu 96734
    1 / 27
    4 of 5 stars (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $550
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    • DVD Player
    • Mountain Views
    • Air Conditioning
    • Hot Tub
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    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    This Custom beachside home is steps from beautiful Kailua beach. It features a refreshing cobalt blue pool and spa, as well as, a gas firepit for those evenings by the pool. As it's a custom home it offers an indoor fire place and vaulted ceilings, wood floors, berber carpet and the original art... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed December 4, 2015
    A little bit of background of my group: I traveled to Hawaii with my husband, infant daughter and both sides of our immediate family (one sister each and both sets of parents). My...
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    1 / 22
    4.5 of 5 stars (17) Very good
    7 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other travelers have booked this property
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    $325
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    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • ?
    • ?
    About this property
    A short peaceful 5 minute walk to the stunningly beautiful Kailua Beach will leave you in a state of bliss. Indulge yourself in an array of beach activities including swimming, snorkeling, kayaking, windsurfing and sunbathing as the tropical trade-winds pass by taking your worries with them.... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed August 10, 2015
    We loved staying in this house. My family of 3, my mother, and my sister and one of her kids stayed in this house. It was perfect for cooking meals, and hanging out. The front...
    4 of 5 stars Reviewed May 20, 2015
    Recently stayed at this property with our two kids and our nanny plus her friend. Location is perfect! Walk to a lot of shops and restaurants and to the beach. There is a park...
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    1 / 28
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
    From
    $950
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    • Internet Access
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    • Shared Yard
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    • Outdoor Dining Area
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • Elder access
    • x
    • ?
    About this property
    With access to the world-famous Kailua Beach and its turquoise waters being just four houses away and shops, restaurants and grocery nearby, the location of Helen's Beach House could not be more ideal. The exterior maintains a modest aesthetic, but this only serves as a cover of sorts for how... View all property information
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    Kailua, Oahu 96743
    1 / 24
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
    From
    $575
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    • Washer
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    • Pet-friendly
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    • Child-friendly
    • x
    • ?
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    • Elder access
    • ?
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    About this property
    ***Longer minimum stay requirements may apply. Rates may vary depending on length of stay. Inquire for possible DISCOUNTS*** Presented by Elite Pacific Properties Oahu's top volume luxury brokerage firm. This home is professional managed by a licensed property manager, BBB A+ rated. Ke'aloha, which... View all property information
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    Kailua, Oahu 96734
    1 / 10
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    From
    $220
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    • Satellite TV
    • Patio
    • Waterfront
    • DVD Player
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    • Air Conditioning
    • Internet Access
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Kailua oceanfront deluxe vacation rentals - two units located in oceanfront home in Kailua on the ocean. One unit faces the mountains and the outer faces the ocean. Both have separate entrances, bathrooms, and kitchenette facilities. These are deluxe rooms with 16-foot vaulted ceilings, air... View all property information
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    Kailua, Oahu 96734
    1 / 23
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    From
    $1,070
    / Night
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    • Hot Tub
    • Grill
    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description This beautiful oceanfront home is located in Lanikai, Hi. It has amazing views of the Mokulua Islands. It's private, has gated lot with pool, hot tub, large grass lawn and separate guest house. The home has an open floor plan, a large, newly remodeled kitchen and bathroom, dining room... View all property information
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    Kailua, Oahu 96734
    1 / 25
    5 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    $1,400
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    About this property
    Welcome to the old Oahu world of John Walker. A Scotsman who made his way to Hawaii as a young man in the 1870s, he become the contractor of choice for Queen Liliuokalani. Walker erected such notable buildings as the Bishop Museum and Honolulu Hale, or City Hall. John Walker’s inviting and... View all property information
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    Kailua, Oahu 96734
    1 / 33
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    From
    $145
    / Night
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    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Elder access
    • x
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    About this property
    Beautiful 1-5 bedrooms private vacation rental units on #1 rated Kailua/Lanikai beach. Just 18 minutes away from Honolulu airport and Waikiki hotels. These surrounded by tropical gardens luxurious villas offer 2 studios, 3 bedrooms condo or a 5 bedrooms house. If you are planning dream vacations... View all property information
    Location Information
    Kailua, Oahu 96734
    Kailua Vacation Rentals

    Kailua's pristine beaches and strong trade winds make it an excellent destination for swimming, sailing, kite-flying, or just relaxing and enjoying the view. If you are planning a trip to Kailua for your next vacation, why not try renting your very own vacation home instead of staying at a hotel? There are cozy rental condos perfect for a romantic beach getaway, luxurious beachfront houses spacious enough for the whole family, and everything in between. With the amazing assortment of vacation rentals in Kailua, there is sure to be a perfect rental for any budget or need. Vacation rentals provide a truly one-of-a-kind experience when traveling to Kailua, with all the privacy and space of your own home away from home.

    A Kailua Vacation

    Kailua Beach Park is one of the major destinations in the area, and has the unique distinction of being two separate and very different beaches divided by a small area. Both Kailua and Lanikai beaches attract swimmers, surfers, and boaters alike due to their soft white sand, beautiful waters, and postcard views of the two islands in the distance. After you hit the beach, how about a shopping trip to Kailua Farmer's Market for some fresh food, or Mu'umu'u Heaven for some unique island wear? Barbie lovers rejoice; Kailua is home to the Hawaii Loves Barbie Dolls Museum, a private collection that is free to check out if you make an appointment in advance. No matter how you decide to spend your time in Kailua, at the end of the day staying at your very own vacation rental will make your trip even more special.

    Family-Friendly Kailua

    From flying kites at the beach to enjoying the Barbie Dolls museum, there is plenty to do in Kailua that children will love. With vacation rentals, it is easy to bring along the entire family without worrying about renting extra hotel rooms. Your rental condo, villa, or beachfront home will have enough space for everyone. For large groups, it is the more comfortable and economical choice, and children will feel more secure knowing they are staying in a place that feels like home.